[1-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-benzyl]-2-(9-benzyloxymethyl-6-hydroxy-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinolin-8-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester

Base Information

Chemical Name:[1-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-benzyl]-2-(9-benzyloxymethyl-6-hydroxy-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinolin-8-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester
CAS No.:886450-29-9
Molecular Formula:C₅₃H₆₂N₂O₁₂
Molecular Weight:919.081
Hs Code.:

[1-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-benzyl]-2-(9-benzyloxymethyl-6-hydroxy-5-methoxy-4-methyl-6,9-dihydro-7<i>H</i>-[1,3]dioxolo[4,5-<i>h</i>]isoquinolin-8-yl)-2-oxo-ethyl]-methyl-carbamic acid <i>tert</i>-butyl ester

Synonyms:[1-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-benzyl]-2-(9-benzyloxymethyl-6-hydroxy-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinolin-8-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester

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Chemical Property of [1-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-benzyl]-2-(9-benzyloxymethyl-6-hydroxy-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinolin-8-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester

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Technology Process of [1-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-benzyl]-2-(9-benzyloxymethyl-6-hydroxy-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinolin-8-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester

There total 21 articles about [1-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-benzyl]-2-(9-benzyloxymethyl-6-hydroxy-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinolin-8-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

: 351377-62-3
3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-(tert-butoxycarbonyl-methyl-amino)-propionic acid

: 398142-96-6
9-benzyloxymethyl-5-methoxy-4-methyl-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-h]isoquinolin-6-ol

: 886450-29-9
[1-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-benzyl]-2-(9-benzyloxymethyl-6-hydroxy-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinolin-8-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester

Guidance literature:: With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; at 25 ℃; for 24h;
DOI:10.1002/anie.200503982

Reference yield:

: 351377-69-0
5-[2-azido-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-2,2-di-tert-butyl-8-methoxy-7-methyl-4H-benzo[1,3,2]dioxasiline

: 886450-29-9
[1-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-benzyl]-2-(9-benzyloxymethyl-6-hydroxy-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinolin-8-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / H₂ / Pd/C / ethyl acetate / 5 h / 25 °C

2: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 25 °C

3: 83 percent / K₂CO₃ / CHCl₃; methanol / 12 h / 25 °C

4: 98 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 5 h / 0 - 25 °C

5: 93 percent / NaH / tetrahydrofuran; dimethylformamide / 12 h / Heating

6: aq. acetic acid / 12 h / 25 °C

7: 95 percent / KMnO₄; NaIO₄; Na₂CO₃ / H₂O; dioxane / 10 h / 25 °C

8: 85 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride; triethylamine / CH₂Cl₂ / 24 h / 25 °C

With potassium permanganate; sodium periodate; tetrabutyl ammonium fluoride; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium carbonate; potassium carbonate; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/anie.200503982

Reference yield:

: 886450-13-1
2-methoxymethoxy-6-methyl-phenol

: 886450-29-9
[1-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-benzyl]-2-(9-benzyloxymethyl-6-hydroxy-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinolin-8-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 19 steps

1.1: 95 percent / K₂CO₃ / acetonitrile / 5 h / 80 °C

2.1: 96 percent / Me₂NPh / toluene / 12 h / 210 °C

3.1: 87 percent / K₂CO₃ / acetonitrile / 12 h / 80 °C

4.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 25 °C

5.1: 99 percent / pyridine / CH₂Cl₂ / 3 h / 25 °C

6.1: 99 percent / HCl / tetrahydrofuran; propan-2-ol / 12 h / 25 °C

7.1: 96 percent / Et₂AlCl / CH₂Cl₂ / 12 h / 0 - 25 °C

8.1: 85 percent / 2,6-lutidine / CHCl₃ / 3 h / 0 °C

9.1: 94 percent / DIBAL-H / CH₂Cl₂ / 30 h / -78 °C

10.1: D-diethyl tartrate; Ti(OiPr)4; t-BuOOH / molecular sieves 4 Angstroem / 24 h / -20 °C

10.2: Ti(OiPr)(N₃) / benzene / 5 h / 80 °C

11.1: 100 percent / TsOH*H₂O / acetone / 0.17 h / 25 °C

12.1: 100 percent / H₂ / Pd/C / ethyl acetate / 5 h / 25 °C

13.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 25 °C

14.1: 83 percent / K₂CO₃ / CHCl₃; methanol / 12 h / 25 °C

15.1: 98 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 5 h / 0 - 25 °C

16.1: 93 percent / NaH / tetrahydrofuran; dimethylformamide / 12 h / Heating

17.1: aq. acetic acid / 12 h / 25 °C

18.1: 95 percent / KMnO₄; NaIO₄; Na₂CO₃ / H₂O; dioxane / 10 h / 25 °C

19.1: 85 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride; triethylamine / CH₂Cl₂ / 24 h / 25 °C

With pyridine; 2,6-dimethylpyridine; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; potassium permanganate; sodium periodate; Diethyl tartrate; tetrabutyl ammonium fluoride; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; diethylaluminium chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; N,N-dimethyl-aniline; triethylamine; palladium on activated charcoal; 4 A molecular sieve; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; acetone; toluene; acetonitrile; 10.1: Sharpless epoxidation;
DOI:10.1002/anie.200503982